Benzyl Alcohol → {6-[(Benzyloxy)methyl]-1,4-dioxan-2-yl}methanol

HRID 1278018ノート

反応式

HRID 1278018 の反応式
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Na].[O:10]([CH2:15][CH:16]1[CH2:18][O:17]1)[CH2:11][CH:12]1[CH2:14][O:13]1>O>[C:2]1([CH2:1][O:8][CH2:18][CH:16]2[O:17][CH:12]([CH2:14][OH:13])[CH2:11][O:10][CH2:15]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 244Benzyl AlcoholHCID 16704Diglycidyl etherHCID 5360545Sodium

生成物 1

HCID 54004886{6-[(Benzyloxy)methyl]-1,4-dioxan-2-yl}methanol収率 20.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

108 g of benzyl alcohol (1.0 mole) is stirred under a nitrogen atmosphere at room temperature and 0.4 g of sodium is added to the mixture and stirring continued for 2-1/2 hours. Then 13.1 g of 2,2'-(oxybismethylene)bisoxirane (0.1 mole) is added and the mixture then heated to reflux for 18 hours. The mixture is then cooled to room temperature and with stirring is poured into 350 ml of water. The aqueous mixture is extracted with 2×200 ml portions of chloroform, the CHCl3 extracts are combined and dried over anhydrous sodium sulfate. The CHCl3 is removed in vacuo and the resulting yellow oil then vacuum distilled through a 10 cm vigreux column. The fraction distilling at 150°-154° @0.4 mm is collected yielding 4.8 g (20%) of the above compound.

後処理

  1. waitcontinued for 2-1/2 hours
  2. temperaturethe mixture then heated
  3. temperatureto reflux for 18 hours
  4. stirringwith stirring
  5. extractionThe aqueous mixture is extracted with 2×200 ml portions of chloroform
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe CHCl3 is removed in vacuo
  8. distillationthe resulting yellow oil then vacuum distilled through a 10 cm vigreux column
  9. distillationThe fraction distilling at 150°-154° @0.4 mm
  10. customis collected

出典と根拠

ORDレコード
ord-bdfb172dd63344a1a76e90c60281b246
出典データセット
uspto-grants-1981_07
特許番号
US04279902

反応ノート

読み込み中…